tert-Butyl 4-oxopiperidine-1-carboxylate → Tert-butyl 4-hydroxypiperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-t-butoxycarbonyl-4-piperidone (3.00 g) in ethanol was added sodium borohydride (854 mg) under ice-water cooling and the mixture was stirred at 0° C. for 2 hours. After evaporation of solvent, ethyl acetate and water were added. The organic layer was separated, washed with dilute hydrochloric acid, water, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate, and evaporated in vacuo to give 1-t-butoxycarbonyl-4-hydroxypiperidine as colorless oil (3.15 g).

Provenance & Evidence